# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 01:35:59 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: propan-2-yl (2~{S})-2-[[2,6-bis(chloranyl)phenyl]-(furan-2-ylcarbonyl)amino]propanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)OC(=O)[C@H](C)N(C(=O)c1occc1)c2c(Cl)cccc2Cl
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 HKE  HKE  'propan-2-yl (2~{S})-2-[[2,6-bis(chloranyl)phenyl]-(furan-2-ylcarbonyl)amino]propanoate'  ligand  41  24  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HKE
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 HKE  C2   C   CR6   0  -0.055  -1.9149  -1.6012  -0.1321
 HKE  C3   C   CR6   0   0.394  -0.6756  -1.0495  -0.4586
 HKE  C13  C   CH1   0  -0.254   1.3566  -1.5933   0.8581
 HKE  C15  C   CH3   0  -0.683   1.1894  -2.9824   0.2639
 HKE  C19  C   C     0   0.628   2.7125  -0.9878   0.4984
 HKE  C22  C   CH1   0   0.011   3.9340   1.0585   0.3415
 HKE  C24  C   CH3   0  -0.678   4.2398   1.2169  -1.1356
 HKE  C28  C   CH3   0  -0.664   3.7322   2.3886   1.0366
 HKE  CL1  CL  CL    0  -0.085  -2.3071  -1.8639   1.5286
 HKE  C4   C   CR6   0  -0.059  -0.3807  -0.8983  -1.8111
 HKE  C5   C   CR16  0  -0.228  -1.2796  -1.2581  -2.7997
 HKE  C7   C   CR16  0  -0.262  -2.5124  -1.7768  -2.4374
 HKE  C9   C   CR16  0  -0.222  -2.8379  -1.9522  -1.1027
 HKE  CL2  CL  CL    0  -0.078   1.1455  -0.2411  -2.2642
 HKE  N12  N   NT    0  -0.547   0.2438  -0.6900   0.5477
 HKE  O20  O   O     0  -0.452   3.6870  -1.6680   0.2894
 HKE  O21  O   O2    0  -0.443   2.7027   0.3248   0.5280
 HKE  C32  C   C     0   0.506  -0.0450   0.3032   1.4502
 HKE  O33  O   O     0  -0.445   0.4962   0.3746   2.5375
 HKE  C34  C   CR5   0   0.215  -1.0336   1.3241   1.0795
 HKE  O35  O   O     0  -0.396  -1.3686   1.5593  -0.2071
 HKE  C36  C   CR15  0   0.019  -2.2611   2.5596  -0.2160
 HKE  C38  C   CR15  0  -0.336  -2.5138   2.9835   1.0484
 HKE  C40  C   CR15  0  -0.317  -1.7059   2.1806   1.8958
 HKE  H1   H   HCH1  0   0.311   1.3803  -1.7107   1.9466
 HKE  H2   H   HCH3  0   0.252   0.2383  -3.4165   0.5684
 HKE  H3   H   HCH3  0   0.242   1.2452  -2.9945  -0.8238
 HKE  H4   H   HCH3  0   0.268   1.9765  -3.6286   0.6447
 HKE  H5   H   HCH1  0   0.239   4.7439   0.5103   0.8286
 HKE  H6   H   HCH3  0   0.228   3.4445   1.7628  -1.6447
 HKE  H7   H   HCH3  0   0.241   5.1628   1.7855  -1.2525
 HKE  H8   H   HCH3  0   0.242   4.3792   0.2566  -1.6311
 HKE  H9   H   HCH3  0   0.242   3.5025   2.2547   2.0936
 HKE  H10  H   HCH3  0   0.234   4.6435   2.9814   0.9632
 HKE  H11  H   HCH3  0   0.230   2.9225   2.9575   0.5768
 HKE  H12  H   HCR6  0   0.290  -1.0217  -1.1277  -3.8412
 HKE  H13  H   HCR6  0   0.283  -3.2237  -2.0531  -3.2036
 HKE  H14  H   HCR6  0   0.291  -3.7932  -2.3694  -0.8173
 HKE  H15  H   HCR5  0   0.289  -2.6275   2.8712  -1.1807
 HKE  H16  H   HCR5  0   0.274  -3.1894   3.7712   1.3384
 HKE  H17  H   HCR5  0   0.275  -1.6382   2.2258   2.9703

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 HKE  C24  C22  single    1.517  0.020  1.517
 HKE  C22  C28  single    1.514  0.020  1.514
 HKE  C22  O21  single    1.445  0.020  1.445
 HKE  O20  C19  double    1.207  0.020  1.207
 HKE  CL1  C2   single    1.726  0.020  1.726
 HKE  C19  O21  single    1.313  0.020  1.313
 HKE  C19  C13  single    1.528  0.020  1.528
 HKE  C15  C13  single    1.520  0.020  1.520
 HKE  C2   C9   aromatic  1.385  0.020  1.385
 HKE  C2   C3   aromatic  1.395  0.020  1.395
 HKE  C13  N12  single    1.466  0.020  1.466
 HKE  C9   C7   aromatic  1.385  0.020  1.385
 HKE  O33  C32  double    1.217  0.020  1.217
 HKE  N12  C32  single    1.373  0.020  1.373
 HKE  N12  C3   single    1.410  0.020  1.410
 HKE  C32  C34  single    1.469  0.020  1.469
 HKE  C3   C4   aromatic  1.393  0.020  1.393
 HKE  C34  O35  aromatic  1.350  0.020  1.350
 HKE  C34  C40  aromatic  1.361  0.020  1.361
 HKE  O35  C36  aromatic  1.341  0.020  1.341
 HKE  C40  C38  aromatic  1.420  0.020  1.420
 HKE  C7   C5   aromatic  1.386  0.020  1.386
 HKE  C36  C38  aromatic  1.357  0.020  1.357
 HKE  C4   C5   aromatic  1.384  0.020  1.384
 HKE  C4   CL2  single    1.722  0.020  1.722
 HKE  C13  H1   single    0.970  0.020  1.090
 HKE  C15  H2   single    0.970  0.020  1.090
 HKE  C15  H3   single    0.970  0.020  1.090
 HKE  C15  H4   single    0.970  0.020  1.090
 HKE  C22  H5   single    0.970  0.020  1.090
 HKE  C24  H6   single    0.970  0.020  1.090
 HKE  C24  H7   single    0.970  0.020  1.090
 HKE  C24  H8   single    0.970  0.020  1.090
 HKE  C28  H9   single    0.970  0.020  1.090
 HKE  C28  H10  single    0.970  0.020  1.090
 HKE  C28  H11  single    0.970  0.020  1.090
 HKE  C5   H12  single    0.930  0.020  1.080
 HKE  C7   H13  single    0.930  0.020  1.080
 HKE  C9   H14  single    0.930  0.020  1.080
 HKE  C36  H15  single    0.930  0.020  1.080
 HKE  C38  H16  single    0.930  0.020  1.080
 HKE  C40  H17  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 HKE  C9   C2   CL1  118.96  3.000
 HKE  C9   C2   C3   121.89  3.000
 HKE  CL1  C2   C3   119.15  3.000
 HKE  N12  C3   C4   121.84  3.000
 HKE  C4   C3   C2   117.28  3.000
 HKE  N12  C3   C2   120.87  3.000
 HKE  H1   C13  N12  107.03  3.000
 HKE  H1   C13  C19  104.91  3.000
 HKE  N12  C13  C19  112.30  3.000
 HKE  H1   C13  C15  107.04  3.000
 HKE  N12  C13  C15  113.37  3.000
 HKE  C19  C13  C15  111.57  3.000
 HKE  H4   C15  H3   107.82  3.000
 HKE  H4   C15  H2   107.31  3.000
 HKE  H3   C15  H2   108.64  3.000
 HKE  H4   C15  C13  109.06  3.000
 HKE  H3   C15  C13  113.26  3.000
 HKE  H2   C15  C13  110.55  3.000
 HKE  O21  C19  O20  124.99  3.000
 HKE  O21  C19  C13  112.60  3.000
 HKE  O20  C19  C13  122.28  3.000
 HKE  H5   C22  O21  108.62  3.000
 HKE  H5   C22  C28  109.56  3.000
 HKE  O21  C22  C28  105.85  3.000
 HKE  H5   C22  C24  109.70  3.000
 HKE  O21  C22  C24  110.51  3.000
 HKE  C28  C22  C24  112.47  3.000
 HKE  H8   C24  H7   107.61  3.000
 HKE  H8   C24  H6   108.79  3.000
 HKE  H7   C24  H6   107.83  3.000
 HKE  H8   C24  C22  112.13  3.000
 HKE  H7   C24  C22  109.24  3.000
 HKE  H6   C24  C22  111.09  3.000
 HKE  H11  C28  H10  107.97  3.000
 HKE  H11  C28  H9   108.44  3.000
 HKE  H10  C28  H9   107.96  3.000
 HKE  H11  C28  C22  111.31  3.000
 HKE  H10  C28  C22  109.61  3.000
 HKE  H9   C28  C22  111.43  3.000
 HKE  CL2  C4   C5   119.14  3.000
 HKE  CL2  C4   C3   118.98  3.000
 HKE  C5   C4   C3   121.88  3.000
 HKE  H12  C5   C7   120.62  3.000
 HKE  H12  C5   C4   120.14  3.000
 HKE  C7   C5   C4   119.24  3.000
 HKE  H13  C7   C9   119.73  3.000
 HKE  H13  C7   C5   119.71  3.000
 HKE  C9   C7   C5   120.56  3.000
 HKE  H14  C9   C7   120.74  3.000
 HKE  H14  C9   C2   120.13  3.000
 HKE  C7   C9   C2   119.13  3.000
 HKE  C32  N12  C13  117.78  3.000
 HKE  C32  N12  C3   121.11  3.000
 HKE  C13  N12  C3   119.27  3.000
 HKE  C22  O21  C19  119.89  3.000
 HKE  C34  C32  O33  118.96  3.000
 HKE  C34  C32  N12  118.60  3.000
 HKE  O33  C32  N12  122.44  3.000
 HKE  C40  C34  O35  109.84  3.000
 HKE  C40  C34  C32  128.22  3.000
 HKE  O35  C34  C32  121.91  3.000
 HKE  C36  O35  C34  107.55  3.000
 HKE  H15  C36  C38  132.85  3.000
 HKE  H15  C36  O35  116.61  3.000
 HKE  C38  C36  O35  110.54  3.000
 HKE  H16  C38  C40  127.56  3.000
 HKE  H16  C38  C36  126.57  3.000
 HKE  C40  C38  C36  105.87  3.000
 HKE  H17  C40  C38  127.38  3.000
 HKE  H17  C40  C34  126.40  3.000
 HKE  C38  C40  C34  106.21  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 HKE  CONST_01  C5   C7   C9   C2     0.00   0.0  0
 HKE  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 HKE  CONST_03  C7   C9   C2   C3     0.00   0.0  0
 HKE  CONST_04  C7   C5   C4   C3     0.00   0.0  0
 HKE  CONST_05  C9   C2   C3   C4     0.00   0.0  0
 HKE  CONST_06  C9   C7   C5   C4     0.00   0.0  0
 HKE  CONST_07  C38  C36  O35  C34    0.00   0.0  0
 HKE  CONST_08  C36  C38  C40  C34    0.00   0.0  0
 HKE  CONST_09  C38  C40  C34  O35    0.00   0.0  0
 HKE  CONST_10  C40  C38  C36  O35    0.00   0.0  0
 HKE  CONST_11  C40  C34  O35  C36    0.00   0.0  0
 HKE  CONST_12  CL2  C4   C3   C2   180.00   0.0  0
 HKE  CONST_13  C7   C9   C2   CL1  180.00   0.0  0
 HKE  CONST_14  C4   C3   C2   CL1  180.00   0.0  0
 HKE  CONST_15  N12  C3   C4   C5   180.00   0.0  0
 HKE  CONST_16  CL2  C4   C5   C7   180.00   0.0  0
 HKE  CONST_17  N12  C3   C2   C9   180.00   0.0  0
 HKE  CONST_18  C36  O35  C34  C32  180.00   0.0  0
 HKE  CONST_19  C38  C40  C34  C32  180.00   0.0  0
 HKE  CONST_20  H13  C7   C9   C2   180.00   0.0  0
 HKE  CONST_21  H14  C9   C2   C3   180.00   0.0  0
 HKE  CONST_22  H12  C5   C4   C3   180.00   0.0  0
 HKE  CONST_23  H15  C36  O35  C34  180.00   0.0  0
 HKE  CONST_24  H16  C38  C40  C34  180.00   0.0  0
 HKE  CONST_25  H17  C40  C34  O35  180.00   0.0  0
 HKE  CONST_32  C34  C32  N12  C13  180.00   0.0  0
 HKE  CONST_33  O33  C32  N12  C13    0.00   0.0  0
 HKE  Var_01    O35  C34  C32  N12  -19.78  30.0  2
 HKE  Var_02    C24  C22  O21  C19   83.38  30.0  2
 HKE  Var_03    O20  C19  O21  C22   -1.98  30.0  1
 HKE  Var_04    H9   C28  C22  C24  179.36  30.0  3
 HKE  Var_05    H6   C24  C22  C28  -57.75  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HKE  chir_01  C13  C19  C15  N12  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 HKE  plan-1  C32  0.020
 HKE  plan-1  C34  0.020
 HKE  plan-1  O35  0.020
 HKE  plan-1  C36  0.020
 HKE  plan-1  C38  0.020
 HKE  plan-1  C40  0.020
 HKE  plan-1  H15  0.020
 HKE  plan-1  H16  0.020
 HKE  plan-1  H17  0.020
 HKE  plan-2  C2   0.020
 HKE  plan-2  C3   0.020
 HKE  plan-2  CL1  0.020
 HKE  plan-2  C4   0.020
 HKE  plan-2  C5   0.020
 HKE  plan-2  C7   0.020
 HKE  plan-2  C9   0.020
 HKE  plan-2  CL2  0.020
 HKE  plan-2  N12  0.020
 HKE  plan-2  H12  0.020
 HKE  plan-2  H13  0.020
 HKE  plan-2  H14  0.020
 HKE  plan-3  C3   0.020
 HKE  plan-3  C13  0.020
 HKE  plan-3  N12  0.020
 HKE  plan-3  C32  0.020
 HKE  plan-3  O33  0.020
 HKE  plan-3  C34  0.020
 HKE  plan-4  C13  0.020
 HKE  plan-4  C19  0.020
 HKE  plan-4  O20  0.020
 HKE  plan-4  O21  0.020

